Big Island Vacation Rentals – Discover Hawaii's Largest Island

Big Island Vacation Rentals span diverse landscapes from the sunny Kona Coast to lush Hilo, luxurious Kohala resorts, and scenic Volcano Village. Whether you're seeking beachside relaxation, mountain escapes, or adventure near Hawaii Volcanoes National Park, the Big Island offers unforgettable stays for every type of traveler.

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Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.

No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the street from White Sand Beach (also known as Magic Sands Beach.)*This property is featured on HGTV's Beachfront Bargain...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Mid-Term Stays in Gorgeous Condon Kona, Big Island

Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai

Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

Hau'Oli at Waikoloa Hills #902Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and feel the aloha every day from this tropical stay. Centrally located in Waikoloa Village,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Oceanfront Villa at Alii Point - AC & Private Pool

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort

Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo overlooking the 9th fairway of the Robert Trent Jones II–designed Village Golf Course. Located in the heart of Waikoloa Village at a cool 800-foot elevation, this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Newly updated home with pools, lanai, ocean view - walk to golf

Waikoloa Neighborhood RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find everything you need for a memorable Hawaiian getaway at this Waikoloa Village home, where you'll...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Stylish condo w/ partial ocean views, and shared pool and hot tub

Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Comfortable Townhome in Waikoloa Resort - Walk to Shops!

Two-story townhome located in a prime location on the golf fairways at Waikoloa Resort, close to the best shopping, restaurants and beaches in South Kohala. This charming three bedroom property has a spacious living room with high ceilings, a full kitchen and a lanai...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!

Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Kailua-Kona Estate – Luxury Mansion

Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view...

🛏 6 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa

Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Waikoloa Colony Villas 403: Charming! AC & Shared Pool - Near Bch, Golf & More

This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Welcome to Waikoloa Colony Villas 403 by Gather, a beautifully appointed two-bedroom, two-and-a-half-bathroom townhome located in the heart of the Waikoloa Beach...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Kauai ocean view home near Tunnels & Lumahai Beach

Traveling north past Hanalei, you enter the dense jungle and intense blue waters of Kauai's far north shore. There are no words that can describe nature's beauty in this region. Many beaches, including tunnels and ke'e, are in the area. Trail heads for some of the most...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wainiha, Hawaii

Mauna Kea Villa 3040 - Hawaiian Masterpiece

This grand, single-level, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living and Sonos sound system, a chefs' kitchen with Wolf and Sub-Zero appliances/wine refrigerator, a dining area with adjoining wet bar,...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Great Downtown 1-Bedroom, only a block from the Ocean!

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

🏖️Direct Ocean Front | WIFI | Concierge Included | vrKCV

vrKCV - Sea Village 4106, Professionally Managed by Kona Coast VacationsDiscover Oceanfront Comfort and ConvenienceStep into the charm of this budget-friendly, uniquely styled oceanfront condo, offering a cozy haven for your Hawaiian getaway. Located on the ground...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

WAIKOLOA VILLAGE CONDO#E10: GOLF COURSE FRONTAGE, OCEAN VIEWS, GREAT STUDIO!

Newly representing HaleOMalia, which is a ground floor studio with an enclosed private lanai, and it is located directly onthe beautiful Waikoloa Village Golf Course. The unit has expansive ocean, sunset, and mountain views. Beautifully landscaped, the setting...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waikoloa, Hawaii

Relax in this newly upgraded condo with lanai near Magic Sands Beach

Enjoy the private lanai across from iconic Magic Sands Beach. Central air conditioning and all the amenities you need for a relaxing Hawaii vacation. Upon entry, you are welcomed by the Hawaii vibe throughout. Kick back in the Primary ensuite on the queen bed, enjoy the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Keauhou Punahele A104 - Cozy Island Themed 2 Bed 2 Bath

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS

This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Centrally located on the hillside overlooking Kona Coast 7 miles north of downtown Kailua Kona, this is one of several accommodations we offer. A lovely room with queen bed, sleeper sofa, full bath, cable TV, small lanai, refrigerator, microwave, coffeemaker, hot water...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!

Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV

vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Coastal Elegance at Kona Isle. Level entry. Wi-Fi.

New to market! Enjoy a relaxing tropical vacation at this centrally located bright and beautiful condo.Lounge in the sun with your toes in the sand, enjoy the beautiful oceanside pool and grilling area.Beautiful beaches are a short drive away including Whits Sands Beach...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Dlx Big Island 3-Bedroom Condos..at Waikoloa Beach Resort.nMinutes to Beach!

Welcome to your deluxe 3-bedroom Big Island vacation condo Rental...at Famous Waikoloa Beach Resort! Just minutes to stunning A-Bay Beach, the perfect location. In a beautiful tropical setting, we feature full-service amenites for your vacation pleasure. Enjoy a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Spacious condo with lanai & balcony, located near tennis courts, pools & beach

Waikoloa Colony Villas 2406Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this comfortable 2-bedroom, 2-bath townhouse in Waikoloa, HI....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

New baths, king bed, open & tranquil pool hot tub

Summary:Large, tastefully updated unit in desirable Shores at Waikoloa. Immerse yourself in the essence of Hawaiian paradise - light and bright, two-bedroom, two-bathroom haven offers a spacious retreat. Enjoy expansive, private lanai (balcony) with tropical views. With...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Waikoloa Village, Hawaii

Updated home with pool, patio, deck, WiFi, washer/dryer, & gas grill

Keauhou Surf & Racquet 3-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the resort-style gated Keauhou-Kona Surf & Racquet Club community, this condo has been...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

2nd Floor w/Ocean Views + Lanai - Kanaloa 2103

Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Hawaiian oceanfront condo near shopping & dining with hot tub & pool

Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Waikoloa Villas #H101

Welcome to the Little ‘Ohana at Waikoloa Villas— a modern tropical retreat nestled right on the Waikoloa Golf Course. Freshly renovated, this 1-bedroom, 1-bathroom condo offers a private getaway with a sleek kitchen, an updated bathroom, and a spacious lanai...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 WAIKOLOA, Hawaii

Oceanfront Kailua-Kona Townhome w/ Pool & Views!

Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Villa on fifth Ave in Paradise

Experience easy living while staying at “Villa on 5th Ave in Paradise,” a newly built 3+ bedroom, 2.5 bathroom tropical retreat just 20 minutes from Hilo, Liliuokalani Park and Garden, Carlsmith Beach Park and Wailoa River State Park. Sleeping up to 8 guests, this...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Keaau, Hawaii

Beautiful condo with fabulous ocean views

Enjoy a relaxing and peaceful breakfast on the lanai, overlooking the golf course and the ocean, sip a cocktail in the hot tub, or go for a swim in the pool. This one bedroom condo sleeps five in comfort, and is the perfect place from which to explore the Big Island,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs

Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Near Golf Course and Ocean, Large Lanai, Top Floor

Welcome to your peaceful Waikoloa escape - a tropical retreat made for relaxation & island ease! Enjoy sunny days, gentle breezes & comfort in every corner:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Shared pool, hot tub, tennis courts & gym- Large furnished lanai w/...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Tropical condo near the beach with shared pool, hot tub, & private washer/dryer

Tropical Getaway at the Shores Waikoloa Beach #138Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha Waikoloa Beach! Escape to sheer tranquility when you stay at this luxe condo....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waikoloa, Hawaii

Ocean views with amazing sunsets!

Discover our top-floor 2-bedroom, 2-bathroom condo located at Waikoloa Villas in Waikoloa Village. This unit offers breathtaking ocean views with stunning sunsets and overlooks the Waikoloa Village golf course. Enjoy a short drive to the island’s best beaches at...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Golf course adjacent condo with furnished balcony, pool & fast WiFi

Waikoloa Villas H203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in ocean and golf course views from the covered and furnished balcony of this two-story condo in Waikoloa...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

Ocean Front Paradise with Hot Tub in Hawaiian Paradise Park Kea'au

A serene oceanfront retreat tucked away along the scenic Beach Road in Kea’au, Hawaii. Experience the Big Island’s natural beauty where the sound of crashing waves against the cliffs and tropical breezes greet you every morning.This charming 3-bedroom, 2-bath home...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Keaau, Hawaii

Oceanfront Condo-Paradise

Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Perfectly located Air conditioned 2BR 2BTH Condo in downtown Kona

Fully equipped, clean, updated and comfortable downtown Kona Condo on Alii Drive for your vacation convenience! 2 bedroom sleeps 4 comfortably with 2 full shower bathrooms, washer/dryer in unit, fully decked kitchen with appliances, utensil, and serve/table ware. Hair...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Kahakai Place - AC, Gated, 1 Block from the Ocean

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Garden-view condo with private lanai, pool, hot tub, gym, & on-site dining

Hali'i Kai 17BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living at its finest in this stunning condo located in the prestigious Waikoloa Beach Resort area of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Kauai Tree House - Nestled Along a Stream & Secluded, Tropical Surroundings.

This incredibly special home situated on nearly half an acre, perched among the trees, and with over 200 feet of frontage along the Wainiha River allows for privacy and serenity during your stay while providing all the amenities you’ll need. It is located just west of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Wainiha, Hawaii

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